Jeff Pickles decides it's time to talk about death on Mr. Pickles' Puppet Time. His executive producer, Seb, feels that Mr. Pickles the persona and Jeff Pickles the person need to remain separate.

Jeff makes a rash decision that could affect the ability of the show to continue. Seb strategizes how to rebuild Jeff's image. The two disagree about how Jeff can repair his family. Deirdre tries to learn more about what's happening.

Jeff tries to fix his heartbreak. Deirdre deals with her daughter’s developing medical condition. Seb outlines the future of Mr. Pickles’ Puppet Time without Jeff. Jeff tries to get Will off pot by giving him a hobby.

Jeff deals with a one-night stand. Jill learns that Jeff has been sending money to someone behind her back and confronts him.

Jeff decides to step out of his comfort zone. Seb tries to get Jeff on board with new changes for Puppet Time, as well as his ice skating show – Pickles On Ice, starring Tara Lipinski.

Will tries to honor his brother in a unique way. Jeff decides to make some changes to Pickles on Ice. Deirdre lets her anger out on Maddy. Jeff tries to convince Vivian to continue with her treatment.